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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Ruddy Lugo | .0000 | 2000 | |
| 2 | Kyle Horn# | .2129 | 2092 | |
| 3 | Brian Voigt# | .2135 | 2097 | |
| 4 | Jason Hunter# | .2252 | 2096 | |
| 5 | Samuel Deduno | .2457 | 2004 | |
| 6 | Elijah Jones# | .2491 | 2091 | |
| 7 | Jordan Norberto | .2518 | 2006 | |
| 8 | David Kasten# | .2525 | 2087 | |
| 9 | Nate Reid# | .2561 | 2090 | |
| 10 | Luis Heredia | .2571 | 2067 | |
| 11 | Ron Dutton# | .2594 | 2097 | |
| 12 | Jason Hunter# | .2652 | 2095 | |
| 13 | Mark Canterbury | .2664 | 2063 | |
| 14 | Alex Banks | .2742 | 2054 | |
| 15 | Eric Tennison | .2749 | 2084 | |
| 16 | Tim Titolo# | .2750 | 2097 | |
| 17 | Carlos Acosta | .2754 | 2084 | |
| 18 | Dave Quiram# | .2769 | 2088 | |
| 19 | Ivan de Leon | .2774 | 2043 | |
| 19 | Steve Horness | .2774 | 2096 | |
| 21 | Charles Lusieri | .2778 | 2067 | |
| 22 | Jim Wallace | .2780 | 2068 | |
| 23 | Alex Ponce# | .2806 | 2097 | |
| 24 | D.J. Cruz | .2817 | 2051 | |
| 25 | Dan Gibson | .2820 | 2050 | |
| 26 | Jhoulys Chacin | .2841 | 2007 | |
| 27 | Mike Louis | .2843 | 2082 | |
| 28 | Luke McCombs | .2848 | 2068 | |
| 29 | Chris Windows# | .2857 | 2096 | |
| 30 | Doug Hendrix | .2876 | 2065 | |
| 31 | Miguel Vera# | .2897 | 2085 | |
| 32 | Ken Cornell# | .2900 | 2093 | |
| 33 | Gerardo Amaya# | .2921 | 2098 | |
| 34 | Ryan Ogle# | .2926 | 2095 | |
| 35 | Ben Arney | .2948 | 2041 | |
| 36 | Evan Walker | .2955 | 2081 | |
| 37 | Aaron Morgan# | .2977 | 2094 | |
| 38 | Alex Castillo | .2982 | 2055 | |
| 39 | Joe Constantine | .2983 | 2052 | |
| 40 | Jim Ballinger | .2992 | 2080 | |
| 41 | Charles Lusieri | .2993 | 2066 | |
| 42 | Jonathan Gonzales | .3010 | 2055 | |
| 43 | Steve Johnson | .3013 | 2006 | |
| 44 | Alex Rodriguez# | .3019 | 2098 | |
| 45 | Norbert Trillo# | .3023 | 2098 | |
| 46 | Peter McAleer | .3028 | 2063 | |
| 47 | Everett Holl | .3042 | 2086 | |
| 48 | Jeremy Fletcher# | .3069 | 2093 | |
| 48 | Greg Smith | .3069 | 2005 | |
| 50 | Alex Gandia | .3073 | 2067 | |
| 51 | Joe Curran# | .3079 | 2094 | |
| 52 | David Minor | .3084 | 2054 | |
| 53 | Alexis Sandoval# | .3105 | 2092 | |
| 54 | Ethan Bailey | .3107 | 2066 | |
| 55 | Gregg Hazelton | .3109 | 2057 | |
| 56 | Danny Cortez | .3116 | 2073 | |
| 57 | Felix Aguilar | .3118 | 2024 | |
| 58 | Brian Fuller# | .3119 | 2092 | |
| 59 | Carlos Frias | .3121 | 2012 | |
| 60 | Seth Jinks# | .3125 | 2095 | |
| 61 | Agustin Estrada | .3127 | 2064 | |
| 62 | Arturo Lopez | .3133 | 2002 | |
| 63 | Jon Caraballo# | .3136 | 2095 | |
| 64 | Javier Huerta | .3142 | 2052 | |
| 65 | D.J. Rost# | .3145 | 2095 | |
| 65 | Quirino Moiteiro# | .3145 | 2095 | |
| 65 | Ismael Santiago | .3145 | 2046 | |
| 68 | Edwin Narvaez | .3152 | 2067 | |
| 69 | Chuck Watts# | .3168 | 2094 | |
| 70 | Mike LaCoursiere# | .3169 | 2097 | |
| 71 | Butch Berk# | .3171 | 2090 | |
| 72 | Raul Gonzales | .3174 | 2078 | |
| 73 | Jim Riojas | .3180 | 2032 | |
| 74 | Rick Williamson | .3187 | 2034 | |
| 75 | Victor Duro# | .3189 | 2096 | |
| 76 | Greg Horst# | .3191 | 2095 | |
| 77 | Dusty Wiedemann# | .3196 | 2095 | |
| 78 | Mike Coles | .3214 | 2055 | |
| 79 | Dario Trujillo | .3215 | 2025 | |
| 80 | Edgar Gomez# | .3220 | 2090 | |
| 81 | Dusty Hall | .3224 | 2064 | |
| 82 | D.J. Clark | .3241 | 2049 | |
| 83 | Justin Bayes# | .3243 | 2084 | |
| 84 | Eric DeGraff# | .3248 | 2098 | |
| 85 | Adam Walters | .3250 | 2041 | |
| 86 | Jordan Amaya | .3254 | 2076 | |
| 87 | Bill Posch | .3257 | 2021 | |
| 88 | Luis D. Guzman | .3272 | 2019 | |
| 89 | Jonathan Blevins | .3274 | 2079 | |
| 89 | Luis Frizzini | .3274 | 2068 | |
| 91 | Greg Wale | .3276 | 2051 | |
| 92 | Miguel Vera# | .3285 | 2084 | |
| 93 | Paul Reuss | .3288 | 2059 | |
| 94 | Luis Garcia | .3289 | 2054 | |
| 95 | Mike Boyum# | .3292 | 2092 | |
| 95 | Trevor Bell | .3292 | 2006 | |
| 97 | David Ayala# | .3297 | 2091 | |
| 98 | Sean Moore# | .3310 | 2091 | |
| 99 | Matt Osborne# | .3311 | 2097 | |
| 100 | Tyler Cravy | .3322 | 2010 |
